Selling a business is not a simple transaction. It is a strategic event that often defines an owner's financial future.

In this episode, Carl J. Cox speaks with Gregory Kovsky, President and CEO of International Business Associates, about what it really takes to sell a privately held business. Gregory shares insights from more than three decades of deal experience, including why only a fraction of businesses ever sell and what separates those that do.

The discussion covers buyer demand, valuation mistakes, financing hurdles, and the risks behind earn-outs and retained equity. This episode is essential listening for owners who want to understand their options before going to market.

Listen now and start planning your exit with clarity.

LinkedIn https://www.linkedin.com/in/gregory-kovsky-460aab7/

Website https://ibainc.com/

In this episode, Carl sits down with Ashish Gupta, founder of ScaleUp Exec, to discuss business turnarounds, leadership decisions, and culture resets. Ashish shares how he acquired a struggling company, realized innovation had stopped, and eventually rebuilt the team to change the company's trajectory.

Key takeaways:

• Why the business must come first

• How to identify thinking leaders during interviews

• The role of systems before people and process

• When AI tools help — and when they fail

• How founders define success differently

This episode offers practical insights for entrepreneurs and operators who want alignment between strategy and execution.

Listen now and start measuring your success.

Guest Assets:

LinkedIn https://www.linkedin.com/in/ashish-gup/

Website https://scaleupexec.com/

High-stakes initiatives fail more than 80% of the time, yet leaders still have to pursue them to grow.

In this episode of the Measure Success Podcast, Carl J. Cox talks with John Rossman, former Amazon executive and author of Big Bet Leadership, about how leaders should approach bold, risky transformation efforts in the age of AI.

John shares why leaders must stop chasing predictability, treat strategy as a set of hypotheses, and focus on one critical bet at a time. The discussion covers AI strategy, experimentation, leadership discipline, and how organizations avoid dilution of focus.

This episode is for executives, operators, and entrepreneurs responsible for leading real change.

🎧 Listen now and measure success differently.

John Rossman Links:

LinkedIn https://www.linkedin.com/in/john-rossman/

Facebook https://www.facebook.com/rossmanpartners

Website http://rossmanpartners.com/